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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845656Generated: October 29, 2026

Potassium Carbonate → methyl 4-(1-methyl-1H-pyrazol-5-yl)-5-(trifluoromethyl)-2-thiophenecarboxylate

https://huagongshe.com/reaction/1845656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 4912908—
ReactantMethyl 4-bromo-5-(trifluoromethyl)thiophene-2-carboxylateHCID 57826561—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Productmethyl 4-(1-methyl-1H-pyrazol-5-yl)-5-(trifluoromethyl)-2-thiophenecarboxylateHCID 5782647777.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of methyl 4-bromo-5-(trifluoromethyl)-2-thiophenecarboxylate (0.8 g, 40% purity, 1.11 mmol), 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.299 g, 1.434 mmol), tetrakis (0.128 g, 0.11 mmol) and K2CO3 (0.459 g, 3.32 mmol) in dioxane/H2O (5 mL/1 mL) was heated to 70° C. in a sealed tube. After 12 h, the reaction mixture was concentrated under vacuum and purified on silica (EtOAc/Hex, 40-60%) to afford the title compound (0.25 g, 70%) as a light yellow solid: LC-MS (ES) m/z 291 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946278B2
Source datasetuspto-grants-2015_02
ORD IDord-d2c421a9806941ce9c029184e0712441
Source noteuspto-grants-2015_02